Cyclohexyl radicals, generated by decomposition of dibenzoyl peroxide in cyclohexane, add to 2-(2-phenylethynyl)phenyl isothiocyanate to afford thioimidoyl radicals. Despite the unfavorable fragmentation equilibrium, these radicals give rise to a multi-step cyclization/H-translocation process yielding a spiranic polycondensed heterocyclic compound. An analogous spiranic dihydro-derivative is obtained from reaction of the corresponding alkynyl isonitrile with cyclohexanethiol under radical conditions.
Multi-step radical spiro-cyclization of an alkynylaryl isothiocyanate / M. Minozzi; D. Nanni; G. Zanardi; G. Calestani. - In: ARKIVOC. - ISSN 1551-7012. - ELETTRONICO. - -:(2006), pp. 6-14.
Multi-step radical spiro-cyclization of an alkynylaryl isothiocyanate
MINOZZI, MATTEO;NANNI, DANIELE;ZANARDI, GIUSEPPE;
2006
Abstract
Cyclohexyl radicals, generated by decomposition of dibenzoyl peroxide in cyclohexane, add to 2-(2-phenylethynyl)phenyl isothiocyanate to afford thioimidoyl radicals. Despite the unfavorable fragmentation equilibrium, these radicals give rise to a multi-step cyclization/H-translocation process yielding a spiranic polycondensed heterocyclic compound. An analogous spiranic dihydro-derivative is obtained from reaction of the corresponding alkynyl isonitrile with cyclohexanethiol under radical conditions.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
